94 Winter Would You Rather Questions For Cozy Chats

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Embrace the frosty magic of the season as we dive into a world of snowflakes, hot cocoa, and thrilling decisions!

Welcome to our list of winter would you rather questions, where we’ll whisk you away on a playful journey through the snowy wonderland of tough choices and laughter-filled moments.

We’ve curated the ultimate list of icy conundrums and snow-packed dilemmas that will turn any ordinary winter gathering into a laugh-out-loud, thought-provoking adventure.

From heartwarming scenarios to the ones that are all about giggles and fun, we’ve got it all covered.

So, whether you’re planning a chilly evening with friends, cozying up with your loved one, or just looking to add some winter whimsy to your day, these ”would you rather” questions are sure to add a sprinkle of excitement and frosty charm to the cold season.

Table of Contents

Clean Winter Would You Rather Questions
Funny Winter Would You Rather Questions
Wholesome Winter Would You Rather Questions
Cheeky Winter Would You Rather Questions
Winter Would You Rather for Him
Winter Would You Rather for Her

Clean Winter Would You Rather Questions

Get ready to cozy up with some ‘’clean’’ winter vibes!

In this round of our would you rather winter edition, explore heartwarming choices about your favorite winter activities and all things snowy.

Would you rather create an ice sculpture or build a snowman?
Would you rather have a snowball fight or go sledding?
Would you rather go ice skating or make a snow fort?
Would you rather go skiing or snowshoeing?
Would you rather go snowboarding or tubing down a big snowy hill?
Would you rather spend the day cross-country skiing or sipping hot cocoa while watching it snow?
Would you rather enter a snowman-building competition or a professional snowball fight?
Would you rather go on a magical sleigh ride or snowshoe through a stunning winter landscape?
Would you rather build a giant snowman or ski down the side of a huge mountain?
Would you rather learn how to figure skate or learn how to make incredible ice sculptures?
Would you rather be able to make it snow on demand or be able to melt all the snow on demand?
Would you rather have the ability to control the temperature on a cold day or make it snow whenever you want?
Would you rather drink a hot cup of tea or hot cocoa by a cozy fire?
Would you rather have a warm winter coat or warm winter boots?
Would you rather match your scarf to your outfit or match your boots to your coat?
Would you rather lose your hat while playing in the snow or lose your mittens?
Would you rather spend a winter weekend in a cozy remote cottage or at a fancy luxury resort?
Would you rather go on a winter wonderland vacation with your family or with your friends?
Would you rather be snowed in at home or snowed in at a cabin in the woods?
Would you rather decorate your home with colorful Christmas lights or one colored strand of lights?

You may also like our list of clean would you rather questions.

Funny Winter Would You Rather Questions

Who says winter has to be all snow and no giggles?

Laugh your way through the coldest months, as you decide between hilarious and quirky scenarios in the following would you rather questions- that are sure to keep your spirits high.

Would you rather wear a snowsuit two sizes too big for an entire winter or mismatched winter boots?
Would you rather wear a snowman suit wherever you go outside for the entire winter or wear a Santa costume anytime you have guests during the winter months?
Would you rather every time you shake a snow globe your outfit changes or your hair changes color?
Would you rather have a scarf that changes colors based on whether you like the people you are around or a snow globe that shows you what the people around you are gossiping about?
Would you rather have the ability to bring your snowmen to life or have someone shovel your sidewalk every time it snows?
Would you rather only be able to talk in winter-related puns for the day or only in Christmas puns?
Would you rather have a snowman friend who tells great jokes or a Yeti friend who brings you baked goods once a week?
Would you rather have a penguin who doesn’t stop talking or a reindeer who doesn’t stop farting?
Would you rather have a snowstorm where the snow is marshmallows or where the icicles are lollipops?
Would you rather have a snowball launcher or a souped-up sled?
Would you rather slide down a hill on a giant candy cane or go on a sleigh ride pulled by snowmen?
Would you rather be hit in the face with a snowball every time you leave your house or fall on your butt every time it snows?
Would you rather go to a virtual snowball fight or attend an ugly Christmas sweater party with your most annoying coworkers?

Wholesome Winter Would You Rather Questions

Gather ’round the hearth with loved ones and share heartwarming moments with these wholesome would you rather holiday questions.

Let the spirit of the season warm your soul as you navigate these delightful choices- from well-wishes to gift-giving.

Would you rather have the ability to make the warmest, most comforting hot chocolate for a loved one when upset or turn any snowflakes into wishes for your loved ones?
Would you rather spend the day baking and decorating cookies with your loved ones or spend the day sledding and building snowmen with them?
Would you rather have a scarf that gives you a warm hug whenever you need it or a cup of hot tea that gives you that warm fuzzy feeling inside?
Would you rather receive a handmade mitten and scarf set as a gift or homemade cookies?
Would you rather spend the afternoon competing in a snowman-building competition or handing out hot chocolate to the participants in the competition?
Would you rather have a snow globe that lets you visit your friends and family whenever you want or lets you visit all the places you’ve dreamed about visiting?
Would you rather go on a snowy adventure through the forest or skate on a snowy lake?
Would you rather go on a winter nature hike or stay in and watch Hallmark Christmas movies?
Would you rather browse a Christmas craft show or watch the local school Christmas pageant?
Would you rather throw a potluck party with your loved ones or host a Christmas craft-making party?
Would you rather cheer people up with a thoughtful card you made yourself or by singing them some Christmas carols?
Would you rather organize a toy drive for all the underprivileged children in your town or a breakfast with Santa and invite every child in your town?

For more holiday questions and quizzes, try our Halloween Trivia Quiz, Easter Trivia Quiz, St. Paddy’s Trivia Quiz, and Christmas Trivia Quiz.

Santa sitting on a chair beside a fireplace surrounded by Christmas decor.

Cheeky Winter Would You Rather Questions

Get ready to add a touch of mischief to your winter escapades with these sly and cheeky this or that winter questions.

Whether you’re plotting snowball ambushes or crafting freezing pranks, these queries will keep your winter adventures mischievously memorable.

Would you rather throw a snowball at anyone you find annoying or make it snow when you are mad?
Would you rather be able to turn people’s noses into carrots or blow their hats off their heads?
Would you rather be able to use your boots as ice skates or your scarf to slingshot snowballs?
Would you rather build a perfect ice sculpture of people in a compromising position or befriend a snowman that tells dirty jokes?
Would you rather have a snowball fight with your favorite movie star or a sled race with your favorite musician?
Would you rather be followed by a snow cloud that only snows on you or only be able to see snow from afar?
Would you rather have a thermos full of hot chocolate that the lid doesn’t fit right on or a boot whose laces won’t stay tied?
Would you rather be caught in the middle of a blizzard where the snow is glittering or where the snow turns into slime once it lands?
Would you rather have a magical hat that brings snowmen to life, but that only tells really lame dad jokes or snowmen that are really vain?
Would you rather have a cozy blanket that can make you invisible when you are walking through the snow or a sled that can travel faster than sound down hills?
Would you rather be able to use your coat as a sled or use your hat to bring snowmen to life?
Would you rather wear ugly Christmas sweaters for the entire winter or wear a onesie made of tinsel?

Try next: Halloween Would You Rather Questions and Fall Would You Rather Questions.

Winter Would You Rather for Him

It’s time to delight in some winter whimsy catered specifically for the guys!

Grab your warmest jacket and let’s explore winter with a twist in the following list of would you rather questions.

Would you rather spend the weekend hitting some adrenaline-pumping ski slopes or snowshoeing through a vast winter wonderland?
Would you rather cozy up with a hot cocoa or a hot toddy?
Would you rather spend the evening at a ski resort drinking beer, singing karaoke, or sipping cocktails in a hot tub?
Would you rather have a warm snowsuit or a flashy stylish snowsuit?
Would you rather go on a winter camping trip and sleep in a tent or stay in a cabin?
Would you rather spend a snow blizzard cozy at home or in the mountains in a picture-perfect cabin?
Would you rather have a snowball fight using snowball launchers or go ice fishing?
Would you rather have a heated blanket or thermos socks?
Would you rather spend more money on your winter boots or a hat and mitt set?
Would you rather enter an ice sculpting contest or a bobsledding competition?
Would you rather learn how to do incredible jumps on a snowboard or how to ski like a pro?
Would you rather be able to control the shape of snowflakes or control where the snowflake will land?
Would you rather have BBQ during a snowstorm or spend the night in a snow fort you made?
Would you rather go on a first date ice skating or sledding?
Would you rather organize a trip for you and your friends to go snowshoeing or snowmobiling for the day?
Would you rather teach toddlers how to ice skate or over-privileged teens how to snowshoe?
Would you rather receive concert tickets for a Christmas present or a tropical vacation?
Would you rather spend a snowy evening playing board games with your loved ones or watching Christmas movies?
Would you rather volunteer to decorate a community center for a Christmas festival or bake cookies with the seniors at your local retirement home?

You may also like our list of would you rather questions for friends, best friends, and couples.

Winter Would You Rather for Her

Gather ’round the cocoa mugs and get ready for some fun!

These holiday would you rather questions are designed for the girls who crave cozy moments and heartwarming memories during the winter season!

Would you rather spend the evening curled up with hot tea and a juicy novel or at a coffee shop with a friend sipping hot cocoa?
Would you rather have the softest, coziest slippers or a stylish winter coat?
Would you rather spend your money on warm pajamas for the winter or warm hats, mitts, and scarves?
Would you rather have a festive wreath hanging on your front door or a one-of-a-kind doormat?
Would you rather spend the day ice skating or making winter-themed crafts?
Would you rather go on a sleigh ride through a winter wonderland or snowshoe through it?
Would you rather have a mug that always keeps your drink warm or a pair of mitts that always keeps your hands warm?
Would you rather have a heated jacket or heated boots?
Would you rather go on a winter picnic or a winter hike?
Would you rather have a magical snow globe that gives you inspirational messages or a snowman who always makes you laugh?
Would you rather be snowed in at a spa or a hotel with a waterpark inside?
Would you rather receive a snow globe with a picture of you and a loved one inside or a love letter from your special someone?
Would you rather be given a snowflake made of diamonds or a whole new winter wardrobe?
Would you rather have a winter coat that is ultra chic but not very warm or a winter coat that is a bit shabby but very warm?
Would you rather decorate your house for Christmas year-round or only for the month of December?
Would you rather receive gorgeous jewelry for a Christmas gift or an all-expenses-paid vacation?
Would you rather have your guests bring wine to share at your Christmas party or a dessert?
Would you rather bring a bottle of expensive wine for the host of a party or a bouquet of stunning Christmas flowers?

You may also like our other list of would you rather questions for girls.

Final Thoughts

Did you have fun navigating this list of would you rather questions?

We’d love to hear your thoughts, so please feel free to drop your comments below and share your favorite winter choices.

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